(3aS,7aS)-3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylic acid dimethyl ester | 781676-59-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3aS,7aS)-3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylic acid dimethyl ester
• 英文别名: (3As,7as)3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylic acid dimethyl ester；dimethyl (3aS,7aS)-3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylate
• CAS: 781676-59-3
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: IMULMFDHJUGIJD-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3aS,7aS)-3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylic acid dimethyl ester 、 三甲基碘化亚砜 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 17.5h， 以40%的产率得到(1bS,5aS)-octahydro-6-aza-cyclopropa[a]indene-6,6a-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  [EN] [B]-FUSED BICYCLIC PROLINE DERIVATIVES AND THEIR USE FOR TREATING ARTHRITIC CONDITIONS
  [FR] DERIVES BICYCLIQUES [B]-FUSIONNES DE PROLINE ET LEUR UTILISATION POUR TRAITER DES ETATS ARTHRITIQUES

  摘要：

  该发明涉及一种[b]-融合双环脯氨酸衍生物，或其药用盐；包括该化合物或其盐的药物组合物；以及治疗疾病的方法，包括但不限于预防或抑制关节软骨损伤，预防或治疗以关节软骨损伤、关节炎或关节疼痛为特征的疾病的方法。[b]-融合双环脯氨酸衍生物是上述化合物的I式化合物。以关节软骨损伤或关节疼痛为特征的疾病包括骨关节炎和类风湿性关节炎。类风湿性关节炎也以关节炎为特征。该发明还涉及合成和制备[b]-融合双环脯氨酸衍生物或其药用盐的方法。

  公开号：

  WO2004092132A1
• 作为产物：
  描述：

  C₁₈H₂₃NO₅S 以 甲苯 为溶剂， 反应 24.0h， 以54%的产率得到(3aS,7aS)-3a,4,5,6,7,7a-hexahydroindole-1,2-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  [EN] [B]-FUSED BICYCLIC PROLINE DERIVATIVES AND THEIR USE FOR TREATING ARTHRITIC CONDITIONS
  [FR] DERIVES BICYCLIQUES [B]-FUSIONNES DE PROLINE ET LEUR UTILISATION POUR TRAITER DES ETATS ARTHRITIQUES

  摘要：

  该发明涉及一种[b]-融合双环脯氨酸衍生物，或其药用盐；包括该化合物或其盐的药物组合物；以及治疗疾病的方法，包括但不限于预防或抑制关节软骨损伤，预防或治疗以关节软骨损伤、关节炎或关节疼痛为特征的疾病的方法。[b]-融合双环脯氨酸衍生物是上述化合物的I式化合物。以关节软骨损伤或关节疼痛为特征的疾病包括骨关节炎和类风湿性关节炎。类风湿性关节炎也以关节炎为特征。该发明还涉及合成和制备[b]-融合双环脯氨酸衍生物或其药用盐的方法。

  公开号：

  WO2004092132A1

文献信息

• [B]-fused bicyclic proline derivatives and their use for treating arthritic conditions
  申请人：Barvian C. Nicole

  公开号：US20050143427A1

  公开（公告）日：2005-06-30

  This invention relates to a compound which is [b]-fused bicyclic proline derivative, or a pharmaceutically acceptable salt thereof; a pharmaceutical composition comprising the compound or the salt thereof, and methods of treating diseases, including, but not limited to, methods of preventing or inhibiting joint cartilage damage and preventing or treating diseases characterized by joint cartilage damage, joint inflammation, or joint pain. The [b]-fused bicyclic proline derivatives are compounds of Formula I as described above. Diseases characterized by joint cartilage damage or joint pain include, for example, osteoarthritis and rheumatoid arthritis. Rheumatoid arthritis is also characterized by joint inflammation. This invention also relates to methods of synthesizing and preparing the [b]-fused bicyclic proline derivatives, or a pharmaceutically acceptable salt thereof.

  本发明涉及一种[b]-融合的双环脯氨酸衍生物，或其药学上可接受的盐；包括该化合物或其盐的制药组合物，以及治疗疾病的方法，包括但不限于预防或抑制关节软骨损伤和预防或治疗以关节软骨损伤、关节炎或关节疼痛为特征的疾病的方法。[b]-融合的双环脯氨酸衍生物是如上所述的式I的化合物。以关节软骨损伤或关节疼痛为特征的疾病包括骨关节炎和类风湿性关节炎等。类风湿性关节炎也以关节炎为特征。本发明还涉及合成和制备[b]-融合的双环脯氨酸衍生物或其药学上可接受的盐的方法。
• Synthesis and Characterization of Novel Bi- and Tricyclic α-Amino Acids
  作者：Matthew R. Johnson、Jolicia F. Gauuan、Cheng Guo、Peter R. Guzzo、Van-Duc Le、Rajesh A. Shenoy、James Hamby、Howard Roark、Michael Stier、John E. Mangette

  DOI：10.1080/00397911.2010.515354

  日期：2011.9.15

  As part of a medicinal chemistry collaboration, a number of novel bi- and tricyclic alpha-amino acids were prepared through various routes and characterized by H-1 nuclear Overhauser effect difference experiments. The syntheses provide a number of routes to access some highly substituted amino acid derivatives that have not been reported previously. It is envisaged that the chemistry described here could be applied to the synthesis of other unique substrates.
• [EN] [B]-FUSED BICYCLIC PROLINE DERIVATIVES AND THEIR USE FOR TREATING ARTHRITIC CONDITIONS<br/>[FR] DERIVES BICYCLIQUES [B]-FUSIONNES DE PROLINE ET LEUR UTILISATION POUR TRAITER DES ETATS ARTHRITIQUES
  申请人：WARNER LAMBERT CO

  公开号：WO2004092132A1

  公开（公告）日：2004-10-28

  The invention relates to a compound which is [b]-fused bicyclic proline derivative, or a pharmaceutically acceptable salt thereof; a pharmaceutical composition comprising the compound or the salt thereof, and methods of treating diseases, including, but not limited to, methods of preventing or inhibiting joint cartilage damage and preventing or treating diseases characterized by joint cartilage damage, joint inflammation, or joint pain. The [b]-fused bicyclic proline derivatives are compounds of Formula I as described above. Diseases characterized by joint cartilage damage or joint pain include, for example, osteoarthritis and rheumatoid arthritis. Rheumatoid arthritis is also characterized by joint inflammation. This invention also relates to methods of synthesizing and preparing the [b]-fused bicyclic proline derivatives, or a pharmaceutically acceptable salt thereof.

  该发明涉及一种[b]-融合双环脯氨酸衍生物，或其药用盐；包括该化合物或其盐的药物组合物；以及治疗疾病的方法，包括但不限于预防或抑制关节软骨损伤，预防或治疗以关节软骨损伤、关节炎或关节疼痛为特征的疾病的方法。[b]-融合双环脯氨酸衍生物是上述化合物的I式化合物。以关节软骨损伤或关节疼痛为特征的疾病包括骨关节炎和类风湿性关节炎。类风湿性关节炎也以关节炎为特征。该发明还涉及合成和制备[b]-融合双环脯氨酸衍生物或其药用盐的方法。